Use one save slot to play both endings.
Don't use any hints to finish the game.
Complete Last Part: Guybrush Kicks Butt.
Complete Part Three: Under Monkey Island.
Escape from the Monkey Island Cannibals' hut 5 times.
Collect all of the notes and memos on Monkey Island .
Complete Part Two: The Journey
Complete Part One: The Three Trials.
Have Guybrush drown.
Learn all of the insults from the pirates.
Switch to classic mode at least once.
Finish the entire game in under 3 hours.